Wailea-Makena Romantic Holidays

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Top flight + Romantic hotel deals in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Awesome Maui Vista Beach Suite

Awesome Maui Vista Beach Suite

South Kihei
£1,255
per person
9 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
8.6/10 Excellent! (26 reviews)
Awesome Maui Vista is our New Home away from Home. The condo has the essentials and honestly more than we personally needed. Being able to walk across the street to Charley Young Beach was so convenient and where we spent most of our time. There are 2 shopping centers close by just a 10-15 minute walk in either direction

Reviewed on 26 Jul 2026

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
£1,773
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
The property was amazing for kids with multiple water slides, arcade room, and many different pool and beach options. The hotel location was great and grounds are beautiful. The big building where our room was located is older and less upkept - the AC couldn’t cool the room and we saw a cockroach. Strongly suggest to splurge for the more modern rooms in the two story buildings. The beach chair process is lengthy: waited in line from 7:40 to 8am and was the last to get an umbrella; then another 45 min in next line for umbrella to be set up. Even though there were 4 of us, you only get 1 umbrella and two chairs per room. Ulua beach was great (no chair setup available) and we ended up snorkeling the reef on the right side of it seeing lots of fish and a turtle. The food around was commercial and overpriced. Humble kitchen dinner was just average and not worth the price. But then again everything in that area is super pricy and average. Overall, would choose this location again for its location, and grounds, and kids activities but would splurge for better room in newer buildings and would go for food into the plazas 15 min drive away

Reviewed on 16 Aug 2026

Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM

Wailea
£3,829
per person
9 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
No reviews
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
£2,539
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

£1,483
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.2/10 Wonderful! (1,000 reviews)
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5* Romantic holidays in Wailea-Makena

Price found within the past 48 hours. Click for updated prices.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
£2,539
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.4/10 Exceptional! (1,006 reviews)
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3 Night Romantic holidays in Wailea-Makena

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AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

Wailea
£1,323
per person
9 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.2/10 Wonderful! (272 reviews)
Great location and pool!

Reviewed on 12 Aug 2026

Wailea Beach Villas Resort by KBM

Wailea Beach Villas Resort by KBM

Wailea
£3,829
per person
9 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
No reviews
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
£1,491
per person
9 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
The property was amazing for kids with multiple water slides, arcade room, and many different pool and beach options. The hotel location was great and grounds are beautiful. The big building where our room was located is older and less upkept - the AC couldn’t cool the room and we saw a cockroach. Strongly suggest to splurge for the more modern rooms in the two story buildings. The beach chair process is lengthy: waited in line from 7:40 to 8am and was the last to get an umbrella; then another 45 min in next line for umbrella to be set up. Even though there were 4 of us, you only get 1 umbrella and two chairs per room. Ulua beach was great (no chair setup available) and we ended up snorkeling the reef on the right side of it seeing lots of fish and a turtle. The food around was commercial and overpriced. Humble kitchen dinner was just average and not worth the price. But then again everything in that area is super pricy and average. Overall, would choose this location again for its location, and grounds, and kids activities but would splurge for better room in newer buildings and would go for food into the plazas 15 min drive away

Reviewed on 16 Aug 2026

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4 Night Romantic holidays in Wailea-Makena

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Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
£1,254
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
8/10 Very good! (382 reviews)
Right by the beach and everything. Place was clean and nice!

Reviewed on 15 Aug 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
£1,376
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
8.4/10 Very good! (926 reviews)
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

Wailea
£1,773
per person
8 Nov - 11 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Kahului (OGG)
9.2/10 Wonderful! (1,006 reviews)
The property was amazing for kids with multiple water slides, arcade room, and many different pool and beach options. The hotel location was great and grounds are beautiful. The big building where our room was located is older and less upkept - the AC couldn’t cool the room and we saw a cockroach. Strongly suggest to splurge for the more modern rooms in the two story buildings. The beach chair process is lengthy: waited in line from 7:40 to 8am and was the last to get an umbrella; then another 45 min in next line for umbrella to be set up. Even though there were 4 of us, you only get 1 umbrella and two chairs per room. Ulua beach was great (no chair setup available) and we ended up snorkeling the reef on the right side of it seeing lots of fish and a turtle. The food around was commercial and overpriced. Humble kitchen dinner was just average and not worth the price. But then again everything in that area is super pricy and average. Overall, would choose this location again for its location, and grounds, and kids activities but would splurge for better room in newer buildings and would go for food into the plazas 15 min drive away

Reviewed on 16 Aug 2026

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How to find a romantic Wailea-Makena holiday

How can I find the best Wailea-Makena vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Wailea-Makena. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Wailea-Makena romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Wailea-Makena that start from £1,254. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Wailea-Makena romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Wailea-Makena?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Wailea-Makena?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Wailea-Makena that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Wailea-Makena with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Wailea-Makena romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Things to do

South Maui: Snorkel to Coral Gardens or Molokini Crater

South Maui: Snorkel to Coral Gardens or Molokini Crater

£75
per adult
88% of travellers recommend
South Maui: Snorkel to Coral Gardens or Molokini Crater
Lahaina Sunset Dinner Cruise

Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta

£100
per adult
84% of travellers recommend
Sunset Dinner Cruise aboard Quicksilver: Prime Rib, Fish, Chicken or Pasta
Calypso Sunset Dinner Cruise

Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta

£113
per adult
90% of travellers recommend
Sunset Dinner Cruise aboard Calypso: Prime Rib, Fish, Chicken or Pasta
See all activities in Wailea-Makena

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.